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Recyclization of 4-oxo-1,3-benzothiazinium salts. Synthesis of o-mercaptophenyl-1,2,4-triazoles and metal chelates based on them

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A method based on the reaction of 4-oxo-1,3-benzothiazinium perchlorates with hydrazines is developed for synthesizing 5-(o-mercaptophenyl)-1,2,4-triazoles. Their complexes with Ni(II), Co(II), and Zn(II) are prepared. The o-mercaptophenyltriazoles are capable of undergoing oxidative dimerization to give disulfides.

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Literature Cited

  1. G. N. Dorofeenko, Yu. I. Ryabukhin, S. B. Bulgarevich, V. V. Mezheritskii, and O. Yu. Ryabukhina, Zh. Org. Khim., 13, 2459 (1977).

    Google Scholar 

  2. Yu. I. Ryabukhin, L. N. Faleeva, and V. G. Korobkova, Khim. Geterolsikl. Soedin., No. 3, 406 (1983).

    Google Scholar 

  3. S. B. Bulgarevich, T. A. Yusman, O. Yu. Ryabukhina, N. I. Dorokhova, Yu. I. Ryabukhin, G. N. Dorofeenko, and O. A. Osipov, Zh. Obshch. Khim., 51, 1418 (1981).

    Google Scholar 

  4. Yu. I. Ryabukhin, L. N. Faleeva, M. O. Gorbunova, T. V. Kovaleva, I. E. Uflyand, and V. N. Sheinker, Zh. Org. Khim., 24, 1990 (1988).

    Google Scholar 

  5. Yu. I. Ryabukhin, O. B. Korzhavina, O. Yu. Ryabukhina, A. G. Gasanov, and A. D. Garnovskii, Khim. Geterotsikl. Soedin., No. 12, 1658 (1989).

    Google Scholar 

  6. O. E. Kompan, R. G. Gerr, Yu. T. Struchkov, L. N. Faleeva, Yu. I. Ryabukhin, and L. P. Olekhnovich, Khim. Geterotsikl. Soedin., No. 1, 109 (1989).

    Google Scholar 

  7. O. B. Korzhavina, Yu. I. Ryabukhin, A. D. Garnovskii, and I. I. Shavel', Khim. Geterotsikl. Soedin., No. 4, 562 (1985).

    Google Scholar 

  8. A. D. Garnovskii, O. B. Korzhavina, and Yu. I. Ryabukhin, Koordnts. Khim., 12, 853 (1986).

    Google Scholar 

  9. L. Conti and G. Leandry, Boll. Sci. Fac. Chim. Ind. Bologna, 15, 37 (1957).

    Google Scholar 

  10. L. J. Bellamy, The Infra-Red Sepctra of Complex Molecules, 2nd edn., Methuen & Co., London (1958), pp. 362, 497.

    Google Scholar 

  11. V. I. Minkin, L. P. Olekhnovich, and Yu. A. Zhdanov, Molecular Design of Tautomeric Systems [in Russian], Izd. Rostov Univ., Rostov-on-Don (1977), p. 59.

    Google Scholar 

  12. A. D. Garnovskii, O. A. Osipov, L. I. Kuznetsova, and N. N. Bogdashev, Usp. Khim., 42, 177 (1973).

    Google Scholar 

  13. O. A. Osipov, A. D. Garnovskii, V. I. Minkin, V. A. Kogan, and V. P. Kurbatov, Izv. Sev.-Kavk. Nauchn. Tsentra Vyssh. Shk., Estest. Nauk, No. 2, 11 (1975).

    Google Scholar 

  14. V. A. Kogan, N. N. Kharabaev, O. A. Osipov, and S. G. Kochin, Zh. Strukt. Khim., 22, 126 (1981).

    Google Scholar 

  15. J. R. Wasson, H. W. Richardson, and W. E. Hatfield, J. Inorg. Nucl. Chem., 39, 1323 (1977).

    Google Scholar 

  16. P. Stenson, Acta Chem. Scand., 23, 1514 (1969).

    Google Scholar 

  17. P. B. Terent'ev and A. P. Stankyavichus, Mass Spectrometric Analysis of Biologically Active Nitrogen Bases [in Russian], Mokslas, Vil'nius (1987), p. 154.

    Google Scholar 

  18. Q. N. Porter, Mass Spectrometry of Heterocyclic Compounds, Wiley-Interscience, New York (1985), p. 789.

    Google Scholar 

  19. R. M. Silverstein, G. C. Bassler, and T. C. Morrill, Spectrometric Identification of Organic Compounds, 3rd edn., Wiley, New York (1974).

    Google Scholar 

  20. V. P. Kurbatov, A. V. Khokhlov, A. D. Garnovskii, O. A. Osipov, and L. A. Khukhlachieva, Koordnts. Khim., 5, 351 (1979).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1220–1226, September, 1991.

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Ryabukhin, Y.I., Korzhavina, O.B., Garnovskii, A.D. et al. Recyclization of 4-oxo-1,3-benzothiazinium salts. Synthesis of o-mercaptophenyl-1,2,4-triazoles and metal chelates based on them. Chem Heterocycl Compd 27, 981–986 (1991). https://doi.org/10.1007/BF00484362

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  • DOI: https://doi.org/10.1007/BF00484362

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